Boats for sale in Longwood Florida

1,465 boats found within 100 miles from Longwood, Florida

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2026 Bennington 22SF

$65,693

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 22' / 0'
- 2026 / New
- $65,693
The Bennington 22SF is the ultimate "choose your own adventure" vessel, perfectly blurring the lines between a serious angling machine and a high-end entertainment lounge... View Details

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$65,693
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2026 Bennington 21SF

$71,936

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $71,936
The Bennington 21SF is the ultimate "best of both worlds" vessel, masterfully blending serious angling utility with the plush comfort of a high-end cruiser. It is the per... View Details

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$71,936
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2026 Tidewater 2500 Carolina Bay

Call for price

Fleming Island, FL
- Fleming Island, FL
- Fishing
- 0' / 0'
- 2026 / New
- Call for price
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2026 Bennington 21SFC

$61,330

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $61,330
For the "pro-social" angler who refuses to choose between a serious morning catch and a premium afternoon lounge, the Bennington 21SFC is your ultimate dual-threat. This... View Details

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$61,330
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2026 Bennington 22SSB

$82,143

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 22' / 0'
- 2026 / New
- $82,143
Ready to elevate your weekend hosting game? The Bennington 22SSB is a social butterfly’s dream, trading traditional layouts for an ultra-versatile Swingback stern lounger. Whether... View Details

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$82,143
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2026 Bennington 22MSB

$101,852

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 24' / 0'
- 2026 / New
- $101,852
Ready for the ultimate weekend getaway? Imagine a boat that adapts to your mood as quickly as the tide changes. This Bennington 22MSB is the perfect match for the social butterfly... View Details

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$101,852
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2023 Bayliner VR6 OB

$24,000

Clearwater, FL
- Clearwater, FL
- Bowrider
- 23' / 0'
- 2023 / Used
- $24,000
Stock #445555 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Experience Adventure and Comfort on the Wat... View Details

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$24,000
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2023 Nautic Star 227 XTS

$37,000

Clearwater, FL
- Clearwater, FL
- Fishing Center Console
- 22' / 0'
- 2023 / Used
- $37,000
Stock #445557 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Conquer the Waters - The 2023 NauticStar 22... View Details

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$37,000
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1995 Grady White Explorer 244

$31,699

Clearwater, FL
- Clearwater, FL
- Walkaround
- 24' / 0'
- 1995 / Used
- $31,699
Stock #448255 Video of this vessel available at www [dot] popsells [dot] com/view/448255 Reason for selling is "Has smaller Grady-White.". ANY and ALL offers will be put in fron... View Details

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$31,699
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2009 Sea Ray 240 Sundeck

$29,900

Clearwater, FL
- Clearwater, FL
- Deck Boat
- 24' / 0'
- 2009 / Used
- $29,900
Stock #459643 Video of this vessel available at www [dot] popsells [dot] com/view/459643 ANY and ALL offers will be put in front of our seller! Submit your offer today! Mercruis... View Details

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$29,900
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2005 Trophy 2103 CC

$28,789

Clearwater, FL
- Clearwater, FL
- Fishing Center Console
- 21' / 0'
- 2005 / Used
- $28,789
Stock #458237 Video of this vessel available at www [dot] popsells [dot] com/view/458237 Reason for selling is "Life changes". ANY and ALL offers will be put in front of our sel... View Details

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$28,789
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2023 Pathfinder 2005 TRS

$29,000

Clearwater, FL
- Clearwater, FL
- Fishing Center Console
- 20' / 0'
- 2023 / Used
- $29,000
Stock #484013 Reason for selling is "Fleet Management". This is a new advertisement, on the market just this week (Mar 30th). Always accepting offers! 2023 Pathfinder 2005 TRS b... View Details

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$29,000
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2014 Fiesta Family Fisher

$25,000

Clearwater, FL
- Clearwater, FL
- Pontoon
- 23' / 0'
- 2014 / Used
- $25,000
Stock #398770 Video of this vessel available at www [dot] popsells [dot] com/view/398770 Reason for selling is "Does not use". ANY and ALL offers will be put in front of our sel... View Details

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$25,000
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2024 Bayliner DX2200

$33,500

Clearwater, FL
- Clearwater, FL
- Deck Boat
- 22' / 0'
- 2024 / Used
- $33,500
Stock #445184 Video of this vessel available at www [dot] popsells [dot] com/view/445184 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

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$33,500
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2024 Sea Ray SPX 230 OB

$40,000

Clearwater, FL
- Clearwater, FL
- Bowrider
- 23' / 0'
- 2024 / Used
- $40,000
Stock #445553 Video of this vessel available at www [dot] popsells [dot] com/view/445553 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

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$40,000
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2023 Sailfish 242 CC

$45,000

Clearwater, FL
- Clearwater, FL
- Fishing Center Console
- 24' / 0'
- 2023 / Used
- $45,000
Stock #445183 Video of this vessel available at www [dot] popsells [dot] com/view/445183 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

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$45,000
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